Abstract:
:The significance of the geminal dimethyl group at C-6 of (+)-trans-veibenyl acetate (Ib), a sex pheromone mimic of the American cockroach, was investigated. Our interest was first directed to eliminating either methyl group of the geminal dimethyl group. Consequently, alcohols (IIIa and IVa) possessing a monomethyl group at C-6 were successfully obtained. Acetate (IVb) and propionate (IVc) of alcohol (IVa) possessing only a C-9 methyl group induced sex pheromonal activity at the 0.5 (IVb) and 0.02 mg (IVc) dose levels, respectively, while acetate (IIIb) of a alcohol (IIIa) with only C-8 methyl group was inactive. Alcohol (Va), which has an ethyl group at the C-6 instead of C-9 methyl, was also synthesized and converted into its acetate (Vb), which showed no activity. From these results, the significance of the dimethyl group is discussed relative to spatial requirements of the molecule for the receptor space. The M/F ratio in EAG was also evaluated for the synthesized esters. The M/F ratio index represented well the potency of pheromonal activity.
journal_name
J Chem Ecoljournal_title
Journal of chemical ecologyauthors
Manabe S,Takayanagi H,Nishino Cdoi
10.1007/BF00990225subject
Has Abstractpub_date
1983-04-01 00:00:00pages
533-49issue
4eissn
0098-0331issn
1573-1561journal_volume
9pub_type
杂志文章abstract::Effects of 2-beta-D-glucopyranosyloxy-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA-Glc) and DIMBOA-Glc N-O-methylated (HDMBOA-Glc), two compounds present in high concentration in maize, were tested on the aphid Metopolophium dirhodum reared on artificial diet. HDMBOA-Glc and DIMBOA-Glc decrease survival of adults ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1005636607138
更新日期:2001-02-01 00:00:00
abstract::Chemical communication is a dominant method of communication throughout the animal kingdom and can be especially important in group-living animals in which communicating threats, either from predation or other dangers, can have large impacts on group survival. Social insects, in particular, have evolved a number of ph...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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更新日期:2017-03-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00987771
更新日期:1983-01-01 00:00:00
abstract::The presence of Palmer amaranth (AMAPA) residues in the soil reduced fresh weight accumulation in onions and carrots and markedly decreased seedling field establishment of carrots. Solid-phase separation techniques were used to isolate fractions containing water-soluble organic compounds from AMAPA residues and soil a...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01020362
更新日期:1987-01-01 00:00:00
abstract::Semiochemicals such as sex pheromones and plant volatiles are crucial components of insect mating systems and host plant localization. In the olfactory signal transduction pathway, odorant-binding proteins (OBPs) are important elements that function in the first step of the pathway by carrying hydrophobic semiochemica...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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更新日期:2013-09-01 00:00:00
abstract::Boron (B) deficiency is a common micronutrient deficiency that has been reported to affect the phenolic metabolism of plants. Thus, it may play a role in defense against herbivorous animals. However, the role of B in a plant's resistance to herbivores has not received any particular attention from researchers. In this...
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pub_type: 杂志文章
doi:10.1007/s10886-011-9948-x
更新日期:2011-05-01 00:00:00
abstract::We examined the interaction between host trees and fungi associated with a tree-killing bark beetle, Dendroctonus frontalis. We evaluated (1) the response of four Pinus species to fungal invasion and (2) the effects of plant secondary metabolites on primary growth of and secondary colonization of three consistent fung...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-005-2035-4
更新日期:2005-03-01 00:00:00
abstract::Volatile chemicals produced by plants mediate host location, mate-finding and oviposition behavior in insects. State-dependent response to plant cues allows for timing of foraging, mating and oviposition on ephemeral host plants or plant parts. Caloptilia fraxinella is a herbivorous specialist on the foliage of ash tr...
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pub_type: 杂志文章
doi:10.1007/s10886-018-0927-3
更新日期:2018-03-01 00:00:00
abstract::Jasmonic acid (JA) is a key molecule initiating plant defensive responses to herbivory. Our previous work has shown that this phytohormone is often present at high concentrations in eggs and neonates of lepidopteran species. In this work, we document the concentrations of JA found in various tissues of larval H. vires...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-006-9167-z
更新日期:2006-10-01 00:00:00
abstract::3,7-Dimethyl-2-undecanol, 3,7,9-trimethyl-2-tridecanol, and 3,7, 11-trimethyl-2-tridecanol were synthesized as racemic mixtures in moderate yields. The alcohols are known precursors of the female sex pheromones of the pine sawfly species Diprion nipponica, Macrodiprion nemoralis, and Microdiprion pallipes, respectivel...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1016289902732
更新日期:2002-06-01 00:00:00
abstract::Prior electrophoretic and morphological studies have identified two closely related, economically important tephritid flies,R. mendax (Curran) andR. pomonella (Walsh), which infest the fruits of ericaceous and rosaceous plants, respectively. Further studies also have shown consistent differences among these species in...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00981924
更新日期:1992-11-01 00:00:00
abstract::We evaluated the effects of tannic acid and purified perrsimmon tannin on survival and reproduction of bean bugs, Riptortus clavatus.Feeding behavior of R. clavatus was also examined on sweet (cv. Fuyu) and astringent (cv. Chongdosi) persimmon fruits. Soluble tannin in sweet persimmon fruits decreased from 3% in early...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/b:joec.0000048788.35693.23
更新日期:2004-11-01 00:00:00
abstract::In laboratory experiments conducted to compare the kairomonal activity forMicroplitis croceipes (Cresson) of frass fromHeliothis zea (Boddie) larvae fed on different host plants,M. croceipes females responded to extracts of frass from larvae reared on cotton or soybeans but not on corn. The lack of response to frass f...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00987627
更新日期:1981-11-01 00:00:00
abstract::Avoidance of occupied ovisposition sites supposes that females perceive information related to their own progency. Fatty acids identified from egg extracts have been reevaluated using a different extraction method, and we have investigated the dose-dependent oviposition response of European grape vine moths (Lobesia b...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF02040207
更新日期:1996-01-01 00:00:00
abstract::Optically pure synthetic enantiomers of (E)-conophthorin [(E)-7-methyl-1,6-dioxaspiro[4.5]decane], one of the volatiles affecting coniferophagous bark beetles, were tested on antennae of Ips typographus, I. duplicatus, I. subelongatus, Dendroctonus micans, and five Scolytus spp. by using combined gas chromatography-el...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1020569303433
更新日期:2002-09-01 00:00:00
abstract::Stingless bees (Hymenoptera, Apidae: Meliponini) represent a highly diverse group of social bees confined to the world's tropics and subtropics. They show a striking diversity of structural and behavioral adaptations and are important pollinators of tropical plants. Despite their diversity and functional importance, t...
journal_title:Journal of chemical ecology
pub_type: 杂志文章,评审
doi:10.1007/s10886-017-0837-9
更新日期:2017-04-01 00:00:00
abstract::The parsnip webworm,Depressaria pastinacella (Lepidoptera: Oecophoridae), feeds on plants rich in furanocoumarins, phototoxic allomones. Final-instar larvae possess high levels of activities of antioxidant enzymes (Superoxide dismutase, catalase, glutathione reductase), which detoxify oxygen radicals generated from th...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01017468
更新日期:1990-08-01 00:00:00
abstract::The attractiveness of different synthetic host odors and a synthetic aggregation pheromone (grandisoic acid [GA]) to overwintered adult plum curculios (PCs), Conotrachelus nenuphar (Herbst) (Coleoptera: Curculionidae), was examined using two types of traps (sticky panels and black pyramids) placed in border areas surr...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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更新日期:2003-12-01 00:00:00
abstract::Roots of the carrot cultivars Vertou L.D. (resistant) and Long Chantenay (susceptible) were subjected to detailed chemical analysis to identify extracts and compounds influencing larval host-finding (preference/non-preference) behavior and to compare concentrations of these compounds in resistant and susceptible culti...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF01012274
更新日期:1989-06-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-006-9249-y
更新日期:2007-03-01 00:00:00
abstract::Phaseolus vulgaris L. cv. 'Pinto' bean is a local lesion host for the plant pathogen Southern bean mosaic virus (SBMV) and its vector is the Mexican bean beetle, Epilachna varivestis Mulsant. The objective of this study was to determine if prior feeding by the beetle would affect 'Pinto' bean's resistance to SBMV and ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/a:1019985417720
更新日期:2002-08-01 00:00:00
abstract::HPLC analysis of crude dichloromethane extracts of shaken liquid cultures of the hyphomycetous fungusTolypocladium geodes Gams revealed the presence of efrapeptins. These peptides, which have mitochondrial ATPase inhibitory activity as well as antifungal and insecticidal properties, are previously known only from the ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00992580
更新日期:1991-10-01 00:00:00
abstract::Given that the amplitude of diurnal temperature fluctuations has been decreasing, mainly via warmer night temperatures, we examined the effects of nighttime temperature on concentration of the catecholic phenolics chlorogenic acid and rutin in tomato plants. A two-factor design, with carbon dioxide (350 ppm and 700 pp...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1023/b:joec.0000042397.42061.9f
更新日期:2004-09-01 00:00:00
abstract::Phenolic compounds have been identified as the most common allelochemicals produced by higher plants. Inhibitions of cinnamic acid, its related phenolic derivatives, and abscisic acid (ABA) on seedling growth and seed germination of lettuce were studied.trans-Cinnamic acid, ando-,m-, andp-coumaric acids inhibited the ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00982307
更新日期:1993-08-01 00:00:00
abstract::DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one), a secondary metabolite found in cereal extracts, confers resistance in wheat to aphids. Its effect on beneficial organisms was tested on larvae of the aphid predatorEriopis connexa Germar. Larvae were fed until pupation on artificial diets to which different conce...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00994245
更新日期:1992-03-01 00:00:00
abstract::Fleshy fruits contain a myriad of secondary metabolites that may fulfill various non-mutually exclusive ecological functions. Among them are defense against pathogens and herbivores, manipulation of frugivores' gut retention time, or controlling the germination process. In addition, it has been suggested that aroma co...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
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更新日期:2016-04-01 00:00:00
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journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-006-9087-y
更新日期:2006-06-01 00:00:00
abstract::The role of extracellular fatty acids in the interference between two algae, Chlorella vulgaris Beijerink and Pseudokirchneriella subcapitata (Korshikov) Hindak, was assessed by the co-cultivation of the two selected strains, as well as by the chemical analysis of exudates from the culture media of single strain cultu...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-010-9753-y
更新日期:2010-03-01 00:00:00
abstract::We investigated the effects of host species and resource (carbon dioxide, nitrate) availability on activity of detoxication enzymes in the gypsy moth,Lymantria dispar. Larvae were fed foliage from quaking aspen or sugar maple grown under ambient or elevated atmospheric CO2, with low or high soil NO 3 (-) availability....
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/BF00993701
更新日期:1993-02-01 00:00:00
abstract::Olfactometer bioassays showed that odors from mature Thyanta perditor males attracted females but not males. Furthermore, odors from females did not attract either sex, indicating that like other phytophagous pentatomid bugs, the males produce a sex pheromone. Attraction appeared to peak in late afternoon to evening. ...
journal_title:Journal of chemical ecology
pub_type: 杂志文章
doi:10.1007/s10886-005-5294-1
更新日期:2005-06-01 00:00:00